EP3512895A1 - Composition de benzoxazine - Google Patents
Composition de benzoxazineInfo
- Publication number
- EP3512895A1 EP3512895A1 EP17784388.5A EP17784388A EP3512895A1 EP 3512895 A1 EP3512895 A1 EP 3512895A1 EP 17784388 A EP17784388 A EP 17784388A EP 3512895 A1 EP3512895 A1 EP 3512895A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- benzoxazine
- formula
- hetero
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- CMLFRMDBDNHMRA-UHFFFAOYSA-N 2h-1,2-benzoxazine Chemical compound C1=CC=C2C=CNOC2=C1 CMLFRMDBDNHMRA-UHFFFAOYSA-N 0.000 title claims abstract description 73
- 239000000203 mixture Substances 0.000 title claims description 109
- 150000001875 compounds Chemical class 0.000 claims abstract description 38
- 239000003054 catalyst Substances 0.000 claims abstract description 23
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 6
- 150000002367 halogens Chemical class 0.000 claims abstract description 6
- -1 benzoxazine compound Chemical class 0.000 claims description 104
- 125000003118 aryl group Chemical group 0.000 claims description 40
- 150000005130 benzoxazines Chemical class 0.000 claims description 37
- 125000005842 heteroatom Chemical group 0.000 claims description 36
- 125000000217 alkyl group Chemical group 0.000 claims description 34
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 34
- 150000001412 amines Chemical class 0.000 claims description 22
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 12
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 8
- 150000004985 diamines Chemical class 0.000 claims description 6
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical group C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 claims description 3
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 claims description 2
- 125000005496 phosphonium group Chemical group 0.000 claims description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N 1H-imidazole Chemical group C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 2
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 1
- 229920005989 resin Polymers 0.000 abstract description 28
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- 125000001072 heteroaryl group Chemical group 0.000 description 11
- 125000001453 quaternary ammonium group Chemical group 0.000 description 11
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- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 10
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- 125000004432 carbon atom Chemical group C* 0.000 description 10
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- 239000002253 acid Substances 0.000 description 7
- 229910052794 bromium Inorganic materials 0.000 description 7
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 6
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- 239000002671 adjuvant Substances 0.000 description 6
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- 150000003839 salts Chemical class 0.000 description 6
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- GGKNTGJPGZQNID-UHFFFAOYSA-N (1-$l^{1}-oxidanyl-2,2,6,6-tetramethylpiperidin-4-yl)-trimethylazanium Chemical compound CC1(C)CC([N+](C)(C)C)CC(C)(C)N1[O] GGKNTGJPGZQNID-UHFFFAOYSA-N 0.000 description 5
- 101710194905 ARF GTPase-activating protein GIT1 Proteins 0.000 description 5
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- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 5
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- 102100029217 High affinity cationic amino acid transporter 1 Human genes 0.000 description 5
- 101710081758 High affinity cationic amino acid transporter 1 Proteins 0.000 description 5
- 229920009204 Methacrylate-butadiene-styrene Polymers 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
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- WRTMQOHKMFDUKX-UHFFFAOYSA-N triiodide Chemical compound I[I-]I WRTMQOHKMFDUKX-UHFFFAOYSA-N 0.000 description 5
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 4
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- 150000004982 aromatic amines Chemical class 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
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- 230000001276 controlling effect Effects 0.000 description 4
- 230000000875 corresponding effect Effects 0.000 description 4
- 125000000753 cycloalkyl group Chemical group 0.000 description 4
- BOXSCYUXSBYGRD-UHFFFAOYSA-N cyclopenta-1,3-diene;iron(3+) Chemical compound [Fe+3].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 BOXSCYUXSBYGRD-UHFFFAOYSA-N 0.000 description 4
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- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
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- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 3
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- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 229920000131 polyvinylidene Polymers 0.000 description 1
- 238000011176 pooling Methods 0.000 description 1
- 238000004382 potting Methods 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- VHNQIURBCCNWDN-UHFFFAOYSA-N pyridine-2,6-diamine Chemical compound NC1=CC=CC(N)=N1 VHNQIURBCCNWDN-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000012783 reinforcing fiber Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 125000006413 ring segment Chemical group 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- NMWCVZCSJHJYFW-UHFFFAOYSA-M sodium;3,5-dichloro-2-hydroxybenzenesulfonate Chemical compound [Na+].OC1=C(Cl)C=C(Cl)C=C1S([O-])(=O)=O NMWCVZCSJHJYFW-UHFFFAOYSA-M 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- MBDNRNMVTZADMQ-UHFFFAOYSA-N sulfolene Chemical compound O=S1(=O)CC=CC1 MBDNRNMVTZADMQ-UHFFFAOYSA-N 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical compound CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- XXSLZJZUSYNITM-UHFFFAOYSA-N tetrabutylammonium tribromide Chemical compound Br[Br-]Br.CCCC[N+](CCCC)(CCCC)CCCC XXSLZJZUSYNITM-UHFFFAOYSA-N 0.000 description 1
- SFLXUZPXEWWQNH-UHFFFAOYSA-K tetrabutylazanium;tribromide Chemical compound [Br-].[Br-].[Br-].CCCC[N+](CCCC)(CCCC)CCCC.CCCC[N+](CCCC)(CCCC)CCCC.CCCC[N+](CCCC)(CCCC)CCCC SFLXUZPXEWWQNH-UHFFFAOYSA-K 0.000 description 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
- XJLIIBKRYBEYFU-UHFFFAOYSA-K tetraethylazanium trichloride Chemical compound [Cl-].[Cl-].[Cl-].CC[N+](CC)(CC)CC.CC[N+](CC)(CC)CC.CC[N+](CC)(CC)CC XJLIIBKRYBEYFU-UHFFFAOYSA-K 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000004636 vulcanized rubber Substances 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0233—Polyamines derived from (poly)oxazolines, (poly)oxazines or having pendant acyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G14/00—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00
- C08G14/02—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes
- C08G14/04—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols
- C08G14/06—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols and monomers containing hydrogen attached to nitrogen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D161/00—Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
- C09D161/34—Condensation polymers of aldehydes or ketones with monomers covered by at least two of the groups C09D161/04, C09D161/18 and C09D161/20
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
L'invention concerne un catalyseur destiné à être utilisé avec une résine de benzoxazine et qui permet un durcissement accéléré à des températures réduites. Le catalyseur est choisi parmi les composés d'halogène élémentaire ou de polyhalogénure d'onium.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662394929P | 2016-09-15 | 2016-09-15 | |
| PCT/IB2017/055567 WO2018051268A1 (fr) | 2016-09-15 | 2017-09-14 | Composition de benzoxazine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP3512895A1 true EP3512895A1 (fr) | 2019-07-24 |
| EP3512895B1 EP3512895B1 (fr) | 2020-11-04 |
Family
ID=60084013
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP17784388.5A Active EP3512895B1 (fr) | 2016-09-15 | 2017-09-14 | Composition de benzoxazine |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US10731003B2 (fr) |
| EP (1) | EP3512895B1 (fr) |
| CN (1) | CN109715689B (fr) |
| TW (1) | TW201829514A (fr) |
| WO (1) | WO2018051268A1 (fr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018042290A1 (fr) | 2016-08-31 | 2018-03-08 | 3M Innovative Properties Company | Polymérisation phénolique conditionnée par un halogène et un polyhalogénure |
| WO2020169785A1 (fr) | 2019-02-22 | 2020-08-27 | Universitat Autonoma De Barcelona | Procédé de polymérisation de 1,3-benzoxazines |
| CN113248673B (zh) * | 2021-06-29 | 2022-05-31 | 中国科学院宁波材料技术与工程研究所 | 超低温固化苯并噁嗪自组装组合物、共聚物、制法与应用 |
| CN117304450B (zh) * | 2023-11-24 | 2024-02-13 | 西南石油大学 | 一种共混型光响应苯并噁嗪材料及其制备方法 |
Family Cites Families (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3018262A (en) | 1957-05-01 | 1962-01-23 | Shell Oil Co | Curing polyepoxides with certain metal salts of inorganic acids |
| US3298998A (en) | 1961-03-07 | 1967-01-17 | Eastman Kodak Co | Bisglycidyl ethers of bisphenols |
| US3496250A (en) | 1967-02-21 | 1970-02-17 | Borg Warner | Blends of epoxy resins and acrylonitrile butadiene-styrene graft copolymers |
| DE3069583D1 (en) | 1979-04-16 | 1984-12-13 | Dow Chemical Co | Complexes of polyoxazolines or polyoxazines with polyhalide anions, their preparation, method and sanitizing agents comprising them |
| CA2048232A1 (fr) | 1990-09-05 | 1992-03-06 | Jerry W. Williams | Compositions auto-adhesives photopolymerisables |
| US5543516A (en) | 1994-05-18 | 1996-08-06 | Edison Polymer Innovation Corporation | Process for preparation of benzoxazine compounds in solventless systems |
| US6225440B1 (en) * | 1998-06-26 | 2001-05-01 | Edison Polymer Innovation Corporation | Cationic ring-opening polymerization of benzoxazines |
| US6207786B1 (en) | 1998-11-10 | 2001-03-27 | Edison Polymer Innovation Corporation | Ternary systems of benzoxazine, epoxy, and phenolic resins |
| US6376080B1 (en) | 1999-06-07 | 2002-04-23 | Loctite Corporation | Method for preparing polybenzoxazine |
| JP4119252B2 (ja) | 2001-01-22 | 2008-07-16 | ハンツマン アドバンスト マテリアルズ （スイッツァランド） ゲーエムベーハー | 防炎加工剤 |
| MY138485A (en) | 2001-03-12 | 2009-06-30 | Hitachi Chemical Co Ltd | Process for producing benzoxazine resin |
| US6743852B2 (en) | 2001-11-13 | 2004-06-01 | Henkel Corporation | Benzoxazines, thermosetting resins comprised thereof, and methods for use thereof |
| JP5658457B2 (ja) * | 2006-09-21 | 2015-01-28 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェンＨｅｎｋｅｌ ＡＧ ＆ Ｃｏ．ＫＧａＡ | 低温重合性／硬化性ベンゾオキサジン含有処方物 |
| DE102009003032A1 (de) * | 2009-05-12 | 2010-11-18 | Henkel Ag & Co. Kgaa | Kationische Benzoxazin(co)polymere |
| US8389758B2 (en) | 2009-06-05 | 2013-03-05 | 3M Innovative Properties Company | Benzoxazine-thiol adducts |
| US20110054100A1 (en) | 2009-08-26 | 2011-03-03 | 3M Innovative Properties Company | Polybenzoxazine composition |
| EP2314579A1 (fr) | 2009-10-22 | 2011-04-27 | Henkel AG & Co. KGaA | Composés de benzoxazine à durcissement rapide |
| CN102250468A (zh) * | 2010-05-21 | 2011-11-23 | 北京化工大学 | 苯并噁嗪树脂/离子液体组合物 |
| KR101879001B1 (ko) | 2010-08-04 | 2018-07-16 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 벤족사진-티올 중합체 필름의 제조 방법 |
| JP5972353B2 (ja) | 2011-03-28 | 2016-08-17 | スリーエム イノベイティブ プロパティズ カンパニー | 硬化性組成物、物品、硬化方法、及び反応生成物 |
| US9611360B2 (en) | 2011-03-28 | 2017-04-04 | 3M Innovative Properties Company | Curable composition, article, method of curing, and tack-free reaction product |
| CN102351909B (zh) * | 2011-07-18 | 2014-04-09 | 南京大学 | 含二茂铁基苯并噁嗪单体或前驱体的制备及其热固化树脂 |
| CN103012780B (zh) * | 2011-09-21 | 2015-04-29 | 北京化工大学 | 苯并噁嗪树脂/离子液体组合物 |
| KR101993864B1 (ko) | 2011-09-28 | 2019-06-27 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 벤족사진의 아민/티올 경화 |
| CN104781308B (zh) * | 2012-09-28 | 2016-12-21 | 3M创新有限公司 | 聚苯并*嗪组合物 |
| WO2014105422A1 (fr) | 2012-12-27 | 2014-07-03 | 3M Innovative Properties Company | Composition polymérisable comprenant une benzoxazine et un catalyseur peroxyde de formation d'acide, article et procédé correspondants |
| WO2014179100A1 (fr) | 2013-04-30 | 2014-11-06 | 3M Innovative Properties Company | Procédé de préparation de poly(benzoxazines) |
| EP3058013B1 (fr) | 2013-10-16 | 2018-01-31 | 3M Innovative Properties Company | Polymérisation de benzoxazine |
| EP3307807A1 (fr) | 2015-06-09 | 2018-04-18 | 3M Innovative Properties Company | Polymérisation de benzoxazines catalysée par sel d'ammonium |
| WO2018042290A1 (fr) | 2016-08-31 | 2018-03-08 | 3M Innovative Properties Company | Polymérisation phénolique conditionnée par un halogène et un polyhalogénure |
-
2017
- 2017-09-14 CN CN201780056080.4A patent/CN109715689B/zh active Active
- 2017-09-14 EP EP17784388.5A patent/EP3512895B1/fr active Active
- 2017-09-14 US US16/323,568 patent/US10731003B2/en active Active
- 2017-09-14 WO PCT/IB2017/055567 patent/WO2018051268A1/fr active Search and Examination
- 2017-09-14 TW TW106131513A patent/TW201829514A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP3512895B1 (fr) | 2020-11-04 |
| WO2018051268A1 (fr) | 2018-03-22 |
| TW201829514A (zh) | 2018-08-16 |
| CN109715689B (zh) | 2022-08-09 |
| US10731003B2 (en) | 2020-08-04 |
| CN109715689A (zh) | 2019-05-03 |
| US20190169370A1 (en) | 2019-06-06 |
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